Issue 15, 2001

Intramolecular cycloadditions of N-alkenoyl aryl azides

Abstract

Depending upon the reaction conditions, intramolecular cycloadditions of variously substituted N-alkenoyl aryl azides 4 give the [1,2,3]triazolobenzodiazepine 5, bridgehead aziridines 6 or imines 7. The dipolarophilic activity of the C[double bond, length as m-dash]N double bond of the latter compounds is also exploited in the synthesis of [1,2,4]triazolobenzodiazepines 10 by means of nitrilimine cycloadditions.

Graphical abstract: Intramolecular cycloadditions of N-alkenoyl aryl azides

Article information

Article type
Paper
Submitted
22 Mar 2001
Accepted
12 Jun 2001
First published
19 Jul 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 1816-1819

Intramolecular cycloadditions of N-alkenoyl aryl azides

L. Garanti, G. Molteni and G. Broggini, J. Chem. Soc., Perkin Trans. 1, 2001, 1816 DOI: 10.1039/B102686K

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